Hudson Valley Ski Vacations 2026

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Top Ski vacation packages in Hudson Valley

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Mahwah

$416

per person

Oct 21 - Oct 23

found 6 hours ago

Roundtrip flight included

Orlando (MCO) to New York (JFK)

7.8/10 Good! (983 reviews)

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See all available trips from Columbus to Hudson Valley

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3 Night Ski vacations in Hudson Valley

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Mahwah

$532

per person

Nov 21 - Nov 24

found 1 day ago

Roundtrip non-stop flight included

Greenville (GSP) to New York (JFK)

7.8/10 Good! (983 reviews)

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See all available trips from Columbus to Hudson Valley

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4 Night Ski vacations in Hudson Valley

Price found within the past 48 hours. Click for updated prices.

Crowne Plaza Suffern - Mahwah by IHG

$663

per person

Nov 24 - Nov 28

found 9 hours ago

Roundtrip flight included

San Juan (SJU) to New York (JFK)

9/10 Wonderful! (1,039 reviews)

Hotel Vienna

$679

per person

Oct 28 - Nov 1

found 2 hours ago

Roundtrip flight included

Las Vegas (LAS) to Hudson (HCC)

9.4/10 Exceptional! (859 reviews)

Clean quiet breakfast was amazing

Reviewed on Sep 20, 2026

Courtyard by Marriott Mahwah

$685

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Columbus (CMH) to New York (JFK)

8.2/10 Very Good! (1,000 reviews)

Starbucks in lobby closed too early. So needed to go out for coffee. But offsite Starbucks was close. Also the small store was not well stocked. They were out of several items. Rooms were typical courtyard, clean decent size. They were fine just not special in any way.

Reviewed on Sep 19, 2026

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What are some things I should consider when booking a Hudson Valley ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Hudson Valley ski packages?

Right now, ski trips start at just $416. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Hudson Valley?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Hudson Valley. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Hudson Valley cost?

Sensational ski trips to Hudson Valley start from $416. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Hudson Valley?

The best time to hit the slopes in Hudson Valley depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Hudson Valley ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Hudson Valley ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Hudson Valley with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Hudson Valley ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Top Ski Hudson Valley Hotels

Hotel Vienna

107 State Route 296 Windham NY

3 hours drive from Woodbury Common Premium Outlets

Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...

9.4/10 Exceptional! (874 reviews)

"Clean quiet breakfast was amazing"

Reviewed on Sep 20, 2026

Starlite Motel

8722 Route 28 Big Indian NY

2 hours drive from Woodbury Common Premium Outlets

Stay at this aparthotel in Big Indian. Enjoy free WiFi, free parking, and a garden. Popular attractions Belleayre Beach and Pine Hill Community Center are located ...

9.2/10 Wonderful! (314 reviews)

"Great place to get away for the weekend. Spent our first wedding anniversary here and couldn’t have been happier."

Reviewed on Sep 19, 2026

The Winwood Condominiums

5220 NY-23 Windham NY

3 hours drive from Woodbury Common Premium Outlets

Book a stay at this ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...

8.8/10 Excellent! (364 reviews)

"I came here thirty years ago. And I came here thirty years later, and it's still run by a wonderful proprietor and it's a beautiful place to unwind, and enjoy breakfast in the morning will be a wonderful host if she's not busy. That is taking care of this amazing place. I very much enjoyed my ..."

Reviewed on Sep 11, 2026

See all 5,883 properties in Hudson Valley

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.